Facile zeolite induced Fischer-indole synthesis: a new approach to bioactive natural product rutaecarpine

被引：73

作者：

Mhaske, SB ^{[1
]}

Argade, NP ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Synth, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON | 2004年 / 60卷 / 15期

关键词：

glutaric anhydride; mackinazolinone; zeolite; Fischer indole synthesis; rutaecarpine;

D O I：

10.1016/j.tet.2004.02.037

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Starting from glutaric anhydride (5) we have demonstrated an elegant six-step practical synthesis of bioactive natural product rutaecarpine (1a) via o-amidoglutaranilic acid formation, esterification, chemoselective ester reduction, intramolecular dehydrative cyclizations, hydrazone formation and zeolite induced Fischer-indole synthesis with 53% overall yield. The conditions employed in the present synthesis are mild, efficient and general. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3417 / 3420

页数：4

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